Diethyl Ether → 2-Propyl-4-trifluoromethyl-benzaldehyde

HRID 1042502노트

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HRID 1042502 반응식
CON(C)[C:4](=[O:18])[C:5]1[CH:10]=[CH:9][C:8]([C:11]([F:14])([F:13])[F:12])=[CH:7][C:6]=1[CH2:15][CH2:16][CH3:17].[H-].[H-].[H-].[H-].[Li+].[Al+3].C([O-])(=O)C(C(C([O-])=O)O)O.[K+].[Na+].CCOCC>C1COCC1>[CH2:15]([C:6]1[CH:7]=[C:8]([C:11]([F:12])([F:13])[F:14])[CH:9]=[CH:10][C:5]=1[CH:4]=[O:18])[CH2:16][CH3:17]

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 9855836Potassium sodium tartarateHCID 21226445Aluminium lithium hydrideHCID 58111816N-methoxy-N-methyl-2-propyl-4-trifluoromethyl-benzamide

생성물 1

HCID 866499632-Propyl-4-trifluoromethyl-benzaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
-20 °C

실험 절차

To a suspension of N-methoxy-N-methyl-2-propyl-4-trifluoromethyl-benzamide (150 mg, 0.58 mmol) in THF (10 mL) was added dropwise 1.0M LiAlH4 (0.30 mL, 0.30 mmol) at −78° C. The mixture was warmed up to −20° C. and stirred for 30 mins. An aqueous solution of sodium potassium tartarate (10% w/v) was added to the reaction mixture and the resulting mixture was vigorously stirred for 30 mins, to which was added Et2O. After separation of two phases, the aqueous layer was extracted three times with ether and the combined organic layer was washed with brine, dried over anhyd. MgSO4, filtered and concentrated under reduced pressure. The product was vacuum dried to yield the 2-propyl-4-trifluoromethyl-benzaldehyde.

후처리

  1. stirringthe resulting mixture was vigorously stirred for 30 mins, to which
  2. customAfter separation of two phases
  3. extractionthe aqueous layer was extracted three times with ether
  4. washthe combined organic layer was washed with brine
  5. customdried over anhyd
  6. filtrationMgSO4, filtered
  7. concentrationconcentrated under reduced pressure
  8. customdried

출처 및 근거

ORD 기록
ord-7832ecc8446f4389b38c3ac941014e04
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08557872B2

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